N-heterocyclic carbene-palladium catalysts for the bisdiene cyclization-trapping reaction with sulfonamides under thermal and microwave conditions

James M Takacs, Somasundaram Venkataraman, Ross N. Andrews, Libbie S.W. Pelter

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

Simple palladium-N-heterocyclic carbene catalysts readily effect the palladium-catalyzed cyclization-trapping of bisdienes with sulfonamides. The reaction is quite efficient for a variety of sulfonamides and several bisdienes. For example, using 0.1% of the in situ generated or preformed (IMes)Pd(η3-C3H5)Cl complex, the cyclization-trapping of a simple bisdiene with TsN(H)CH2Ph proceeds in good yield under thermal conditions (74-75%, 75 °C, 9 h). The same reaction run under microwave irradiation proceeds somewhat faster and in even higher yield (86%, 75 °C, 2.5 h).

Original languageEnglish (US)
Pages (from-to)6205-6209
Number of pages5
JournalJournal of Organometallic Chemistry
Volume690
Issue number24-25
DOIs
StatePublished - Dec 1 2005

Fingerprint

Cyclization
Sulfonamides
Palladium
carbenes
Microwaves
palladium
Hot Temperature
trapping
microwaves
catalysts
Catalysts
Microwave irradiation
irradiation
carbene

Keywords

  • Catalysis
  • Microwave irradiation
  • N-heterocyclic carbene ligands
  • Palladium

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry
  • Materials Chemistry

Cite this

N-heterocyclic carbene-palladium catalysts for the bisdiene cyclization-trapping reaction with sulfonamides under thermal and microwave conditions. / Takacs, James M; Venkataraman, Somasundaram; Andrews, Ross N.; Pelter, Libbie S.W.

In: Journal of Organometallic Chemistry, Vol. 690, No. 24-25, 01.12.2005, p. 6205-6209.

Research output: Contribution to journalArticle

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